If you need assistance, please call 407-468-7000

Winter Park

Why you'd want to live in Winter Park

Winter Park is a vibrant city celebrated for its rich cultural heritage and beautiful parks. Known for its historic charm and elegant architecture, Winter Park offers residents a lively atmosphere with a blend of cultural, educational, and recreational amenities. The city's picturesque downtown area features a variety of boutique shops, gourmet restaurants, and art galleries, contributing to its sophisticated and engaging environment. Winter Park is home to Rollins College and the renowned Winter Park Sidewalk Art Festival, fostering a strong sense of community and intellectual vibrancy. Its emphasis on arts and culture, combined with its scenic beauty, makes Winter Park an appealing destination for those seeking an enriching and dynamic lifestyle.

Winter Park Market Report

$1,094,549

AVERAGE PRICE OF 418 HOMES

$2,547,527

AVERAGE PRICE OF 132 MULTI-MILLION DOLLAR HOMES

$2,816,624

AVERAGE PRICE OF 38 NEWLY BUILT HOMES

$2,125,160

AVERAGE PRICE OF 132 HOMES WITH A POOL

$1,458,000

AVERAGE PRICE OF 27 REDUCED PRICE HOMES

Average Home

Average Price $1,094,549
Avg Bedrooms 2.96 beds
Avg Bathrooms 2.67 baths

Average Price by Bedrooms

1 bedroom $194,145
2 bedrooms $358,222
3 bedrooms $686,988
4 bedrooms $1,355,664
5 bedrooms $2,580,900
Winter Park Home Price Trends
  2/2026 1/2026 12/2025 11/2025 10/2025
Total Listings 409 372 398 424 454
Average Price $1,074,085 $1,015,115 $1,000,715 $1,041,531 $1,045,666
Avg Price Change +5.81% +1.44% -4.08% -0.40% +2.19%
Median Price $559,435 $540,946 $542,461 $560,943 $557,267
Med Price Change +3.42% -0.28% -3.41% +0.66% -0.86%
Avg Bedrooms 2.99 beds 2.99 beds 3.01 beds 3.03 beds 3.04 beds
Avg Bathrooms 2.65 baths 2.63 baths 2.64 baths 2.69 baths 2.67 baths
Home Price by High School
School Name Total Homes Average Price Avg Days on Site
Winter Park High 187 $1,693,071 101 days
Total Homes Average Price Avg Days on Site
All Homes 418 $1,094,549 107 days
Multi-Million Dollar Homes 132 $2,547,527 97 days
Newly Built Homes 38 $2,816,624 126 days
Homes with a Pool 132 $2,125,160 107 days
Reduced Price Homes 27 $1,458,000 99 days
Hampton Windsor Realty
Heather And Tim Walker
1511 S Crystal Lake Dr.
Orlando, FL 32806
407-468-7000

mls logo© 2026 My Florida Regional MLS DBA Stellar MLS, Inc.. All rights reserved. The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of My Florida Regional MLS DBA Stellar MLS, Inc. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.3/15/2026 3:40 AM CST
This site powered by CINC: www.cincpro.com